There are 2 ways to get from Chicago to Kingston by plane

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

Fly from Chicago Midway  •  8 h 43 min

  1. Fly from Chicago Midway (MDW) to Kingston (KIN) MDW - KIN

$283 - $1,105

1 alternative option

Fly from Chicago O'Hare  •  9 h 3 min

  1. Fly from Chicago O'Hare (ORD) to Kingston (KIN) ORD - KIN

$283 - $606

Questions & Answers

The distance between Chicago and Kingston is 1780 miles.

It takes approximately 8 h 43 min to get from Chicago to Kingston, including transfers.

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There is no direct flight from Chicago Midway Airport to Kingston Airport. The quickest flight takes 5 h 55 min and has one stopover.

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Kingston is 1 h ahead of Chicago. It is currently 5:11 PM in Chicago and 5:11 PM in Kingston.

JetBlue Airways, Southwest Airlines and Delta offer flights from Chicago Midway Airport to Kingston Airport.

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There are 481+ hotels available in Kingston. Prices start at $50 USD per night.

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The best way to get from Chicago to Chicago Midway Airport is to subway which takes 23 min and costs .

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Map of how to get from Chicago to Kingston.
Launch map view
  • Distance: 1779.6 miles
  • Duration: 8 h 43 min

What companies run services between Chicago, IL, USA and Kingston, Jamaica?

Delta, Southwest Airlines and two other airlines fly from Chicago to Kingston 5 times a day.

Airlines
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Kingston via Miami
Ave. Duration
5 h 55 min
When
Every day
Estimated price
$310 - $1,200
Flights from Chicago O'Hare to Kingston via Ft. Myers, Miami
Ave. Duration
10 h 28 min
When
Every day
Estimated price
$310 - $1,200
Flights from Chicago O'Hare to Kingston via Pittsburgh, Miami
Ave. Duration
10 h 38 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$310 - $1,200
Delta
Website
delta.com
Flights from Chicago Midway to Kingston via Atlanta
Ave. Duration
7 h 20 min
When
Monday, Wednesday, Thursday, Friday, Saturday and Sunday
Estimated price
$300 - $1,900
Flights from Chicago Midway to Kingston via Detroit, Atlanta
Ave. Duration
9 h 30 min
When
Monday, Wednesday, Thursday, Friday and Saturday
Estimated price
$320 - $2,000
Flights from Chicago O'Hare to Kingston via Atlanta
Ave. Duration
6 h 29 min
When
Monday, Wednesday, Thursday, Friday, Saturday and Sunday
Estimated price
$250 - $1,600
JetBlue Airways
Website
jetblue.com
Flights from Chicago Midway to Kingston via Fort Lauderdale
Ave. Duration
5 h 41 min
When
Saturday
Estimated price
$280 - $1,100
Flights from Chicago O'Hare to Kingston via New York JFK
Ave. Duration
7 h 33 min
When
Every day
Estimated price
$330 - $1,300
Flights from Chicago O'Hare to Kingston via Fort Lauderdale
Ave. Duration
8 h 59 min
When
Every day
Estimated price
$260 - $1,100
Spirit Airlines
Website
spirit.com
Flights from Chicago O'Hare to Kingston via Fort Lauderdale
Ave. Duration
6 h 4 min
When
Monday, Thursday, Friday, Saturday and Sunday
Estimated price
$220 - $750
Air Canada
Website
aircanada.com
Flights from Chicago O'Hare to Kingston via Toronto
Ave. Duration
7 h 5 min
When
Wednesday and Friday
Estimated price
$430 - $1,700

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